Methyl iodide → 6-Chloro-1,4-dimethyl-3-oxo-1,3-dihydropyrazolo[3,4-b]pyridine-2-carboxylic acid (2-thiophen-2-ylethyl)amide

HRID 1685224Notes

Reaction equation

HRID 1685224 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH:8][C:9]([N:11]1[C:19](=[O:20])[C:18]2[C:13](=[N:14][C:15]([Cl:22])=[CH:16][C:17]=2[CH3:21])[NH:12]1)=[O:10].I[CH3:24]>C1COCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH:8][C:9]([N:11]1[C:19](=[O:20])[C:18]2[C:13](=[N:14][C:15]([Cl:22])=[CH:16][C:17]=2[CH3:21])[N:12]1[CH3:24])=[O:10]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 86628145HCID 86628145, compound

Product 1

HCID 866281466-Chloro-1,4-dimethyl-3-oxo-1,3-dihydropyrazolo[3,4-b]pyridine-2-carboxylic acid (2-thiophen-2-ylethyl)amide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In analogy to example 2, 100 mg (0.297 mmol) of 6-chloro-4-methyl-3-oxo-1,3-dihydropyrazolo[3,4-b]pyridine-2-carboxylic acid (2-thiophen-2-ylethyl)amide were reacted with 22.2 μl of iodomethane in THF. Yield: 18 mg (77%), M+H+: 351.12.

Sources & evidence

ORD record
ord-962039bc10cf4429a94c5ae781b0e09c
Source dataset
uspto-grants-2012_04
Patent number
US08148395B2

Reaction notes

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